SCS-C006892
13α-acetoxy-11β,12β-epoxypukalide
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids | Pseudopterane diterpenoids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Sinularia scabra
(soft coral)
Original source name: S. scabra Tixier-Durivault, 1970 (Alcyoniidae)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia scabra
South China Sea
· 11 m
· 111°12′47.6244″N, 15°47′23.2764″E
DOI:
10.1016/j.phytochem.2023.113616
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
446.5 Da
Threshold ≤ 500
ALogP
2.42
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H26O9
Molecular Weight:
446.4520 Da
SMILES:
C=C(C)[C@@H]1Cc2oc(cc2C(=O)OC)[C@@H]2O[C@@]2(C)C[C@H]2OC(=O)[C@@]3(O[C@H]23)[C@@H](OC(C)=O)C1
InChIKey:
QFVLPFJFNHETFU-PODBDYCPSA-N
InChI:
InChI=1S/C23H26O9/c1-10(2)12-6-14-13(20(25)27-5)8-15(29-14)18-22(4,31-18)9-16-19-23(32-19,21(26)30-16)17(7-12)28-11(3)24/h8,12,16-19H,1,6-7,9H2,2-5H3/t12-,16-,17+,18+,19-,22+,23-/m1/s1
Calculated Properties
ALogP:
2.420 lipophilicity
TPSA:
117.10 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
9
Rotatable Bonds:
3
Ring Count:
5
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.6087 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006892
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Pseudopterane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antitumor | inactive at concentration | HCT-116 and PC-9 cell lines | 10.0 μM | 10.1016/j.phytochem.2023.113616 Phytochemistry |